HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 572212Erstellt: 25. Oktober 2026
Triethylamine → 3-{1-[(6-chloropyrazin-2-yl)amino]ethyl}-N-(5-methylpyridin-3-yl)benzamide
https://huagongshe.com/reaction/572212
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | 4-Pyrrolidinopyridine | HCID 75567 | — |
| Edukt | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Edukt | 3-Amino-5-methylpyridine | HCID 2762894 | — |
| Edukt | 3-{1-[(6-Chloropyrazin-2-yl)amino]ethyl}benzoic acid | HCID 86641859 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | 3-{1-[(6-chloropyrazin-2-yl)amino]ethyl}-N-(5-methylpyridin-3-yl)benzamide | HCID 59331633 | 61,2% |
Reaktionsschritte
A mixture of 3-{1-[(6-chloropyrazin-2-yl)amino]ethyl}benzoic acid (11 mg, 0.04 mmol), 5-methylpyridin-3-amine (5 mg, 0.048 mmol), N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride (11 mg, 0.059 mmol), 4-pyrrolidinopyridine (1.2 mg, 0.008 mmol) and triethylamine (0.013 mL, 0.095 mmol) in dichloromethane (1 mL) was stirred at room temperature for 17 hours. After this time the mixture was diluted with dichloromethane (20 mL), washed successively with saturated aqueous sodium hydrogen carbonate (2×15 mL) and brine (15 mL), dried (Na2SO4) and concentrated under reduced pressure to give a dark yellow oil which was purified by flash chromatography (silica, ethyl acetate/methanol) to give 3-{1-[(6-chloropyrazin-2-yl)amino]ethyl}-N-(5-methylpyridin-3-yl)benzamide (9 mg, 61%) as a pale yellow oil.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US09029386B2 |
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| Quelldatensatz | uspto-grants-2015_05 |
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| ORD ID | ord-54eb7710c91b4e22b485ec28d903e918 |
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| Quellennotiz | uspto-grants-2015_05 |
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